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Top Rated Windham Hotels

Hotel Vienna
Hotel Vienna
2.5 out of 5.0 107 State Route 296, Windham, NY
$126
4.0/5 (5 reviews)

The Hotel Vienna is as friendly as friendly can get! The staff and owners are just good solid people. The rooms are quiet and apparently sound proof since we never heard a sound from any of the surrounding rooms. I would only ask for w240 to be applied to the bathroom door jams so that when one person ...

Reviewed on Oct 23, 2018
Hotel Vienna offers an indoor pool, a spa tub, and free WiFi in public areas. Transportation is made easy with a free ski shuttle. Front-desk staff can help ...
The Cutest Cabin W/hot tub & Fire pit & BBQ Grill
The Cutest Cabin W/hot tub & Fire pit & BBQ Grill
Windham, NY
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A water park, a spa tub, and an outdoor tennis court are featured at this cabin. This smoke-free cabin also has a garden.
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3.0 out of 5.0 5220 NY-23, Windham, NY
$164
3.9/5 (8 reviews)

Suitable accommodations, well kept property. Only drawback is no hot tub.

Reviewed on Apr 28, 2019
Renovated in 2015, Winwood Inn & Condominiums offers free WiFi in public areas, a seasonal outdoor pool, and express check-out. There's free parking and a free ...
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5.0 43 State Route 296, Windham, NY
$114
5.0/5 (2 reviews)

Great room. Great friendly staff. Delicious huge breakfasts. And a big fluffy white dog on site.

Reviewed on Aug 3, 2018
Guests of Albergo Allegria Hotel & Breakfast Restaurant enjoy access to free WiFi in public areas, a meeting room, and a business center. There's free parking ...
Cave Mountain Motel
Cave Mountain Motel
2.5 out of 5.0 10978 STATE RTE 23, Windham, NY
$99
4.8/5 (4 reviews)

Very enjoyable weekend. Price was very reasonable and our room was clean. Owners are very friendly and accommodating.

Reviewed on Jul 8, 2020
Cave Mountain Motel features free WiFi in public areas and barbecue grills. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist ...
The Thompson House
The Thompson House
2.5 out of 5.0 19 Rt. 296, Windham, NY
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4.0/5 (1 reviews)
Guests of The Thompson House enjoy an outdoor tennis court, free WiFi in public areas, and a conference center. There's free parking if you drive. Front-desk ...
Hammo’s Lodge
Hammo’s Lodge
3.0 out of 5.0 39 Co Rd 65, Windham, NY
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4.0/5 (4 reviews)

Very unique inn with cool collectibles. Beds were very comfortable. Breakfast spread was lovely with lots of choices. Fun game room with pool tables. We stayed mid week so very quiet and had the place pretty much to ourselves.

Reviewed on Feb 15, 2020
Hammo’s Lodge features free WiFi in public areas, coffee in a common area, and a terrace. A stay here includes free parking. Staff members can answer questions ...
Beds on Clouds
Beds on Clouds
3.0 out of 5.0 5320 Main Street, Windham, NY
$119
Guests staying at Beds on Clouds enjoy free WiFi in public areas, a terrace, and a garden. You can take advantage of free parking, along with an area shuttle ...
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 out of 5.0 326 State Route 296, Windham, NY
$110
5.0/5 (1 reviews)
Guests staying at Antique Rose Inn Windham enjoy free WiFi in public areas, a terrace, and a garden. There's free parking and a ski shuttle for a fee. Front-desk ...

Luxury Hotels in Windham

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Pet Friendly Windham Hotels

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What's the best place for a stay in Windham?


What are some of the best family-friendly hotels in Windham?

Book one of the 8 family-friendly hotels for your stay in Windham for a trip with your family. Antique Rose Inn Windham is a 3-star B&B with free parking, free breakfast, and free WiFi. Your family can also consider Winwood Inn & Condominiums, a 3-star resort with free parking, laundry facilities, and free WiFi. Another option is Albergo Allegria Hotel & Breakfast Restaurant , a 3.5-star B&B with free parking, laundry facilities, and free WiFi.


What are some favorite hotels in central Windham?

Here are some of our travelers' favorite hotels in central Windham:

After you've taken in a bit of nature such as the mountain views in relaxing Windham, grab something to eat or drink at the coffeehouses. Close to central Windham, be sure to visit a must-see place like Windham Mountain Resort.


What are the best hotels near Windham Mountain Resort?

Enjoy a ski vacation at this popular ski area, located 2.6 mi from the heart of Windham. You can choose from 9 hotels within a mile of Windham Mountain Resort and here are some of the top choices nearby:

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.